Chemistry:PUGNAc
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| Routes of administration | Oral |
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| Formula | C15H19N3O7 |
| Molar mass | 353.33 g·mol−1 |
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PUGNAc is a 1,5-hydroximolactone, acting as an inhibitor of a variety of N-acetylhexosaminidases.[1] It was long thought that increased levels of O-GlcNAc in human cells lead to Type II diabetes. O-GlcNAc levels were artificially raised with PUGNAc, which inhibits O-GlcNAcase, a beta-exo-N-acetylhexosaminidase which cleaves beta-O-linked-N-acetylglucosamine residues from glycoproteins. As a result of this inhibition, a type II diabetic phenotype was observed. Recent pharmacological studies using a more selective O-GlcNAcase inhibitor did not see this effect. However, genetic manipulation of O-GlcNAc levels is consistent with the effects observed by PUGNAc, namely insulin resistance upon elevation of O-GlcNAc levels.
Fictional references
PUGNAc was used by Michael Scofield in the television series Prison Break to keep his blood sugar level high to appear diabetic.[2]
References
- ↑ "Chemical biology of O-GlcNAc glycosylation". Chemical biology of glycoproteins. United Kingdom: Royal Society of Chemistry. March 2017. doi:10.1039/9781782623823-00094. ISBN 978-1-78801-122-8. https://books.google.com/books?id=WmwoDwAAQBAJ&dq=PUGNAc&pg=PT102.
- ↑ Season 1, episode 1
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